DE545486C - Verfahren zur Herstellung von photographischen Bildern mittels diazotierter Derivateder Anisidine oder Naphthanisidine - Google Patents
Verfahren zur Herstellung von photographischen Bildern mittels diazotierter Derivateder Anisidine oder NaphthanisidineInfo
- Publication number
- DE545486C DE545486C DEG66897D DEG0066897D DE545486C DE 545486 C DE545486 C DE 545486C DE G66897 D DEG66897 D DE G66897D DE G0066897 D DEG0066897 D DE G0066897D DE 545486 C DE545486 C DE 545486C
- Authority
- DE
- Germany
- Prior art keywords
- production
- derivatives
- photographic images
- naphthanisidines
- anisidines
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 8
- -1 phenol ester Chemical class 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 claims 1
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- 150000002989 phenols Chemical class 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000987 azo dye Substances 0.000 description 5
- 150000008049 diazo compounds Chemical class 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- IJCTVRKUIQWPMC-UHFFFAOYSA-N (6z)-6-diazo-2,5-dimethoxycyclohexa-1,3-diene Chemical compound COC1C=CC(OC)=CC1=[N+]=[N-] IJCTVRKUIQWPMC-UHFFFAOYSA-N 0.000 description 1
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- QPKNFEVLZVJGBM-UHFFFAOYSA-N 2-aminonaphthalen-1-ol Chemical class C1=CC=CC2=C(O)C(N)=CC=C21 QPKNFEVLZVJGBM-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- HLVXFWDLRHCZEI-UHFFFAOYSA-N chromotropic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(O)=CC(S(O)(=O)=O)=CC2=C1 HLVXFWDLRHCZEI-UHFFFAOYSA-N 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- 150000004780 naphthols Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/58—Coupling substances therefor
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Luminescent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEG66897D DE545486C (de) | 1925-10-20 | 1926-03-21 | Verfahren zur Herstellung von photographischen Bildern mittels diazotierter Derivateder Anisidine oder Naphthanisidine |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR616562T | 1925-10-20 | ||
| FR31582T | 1925-10-23 | ||
| DEG66897D DE545486C (de) | 1925-10-20 | 1926-03-21 | Verfahren zur Herstellung von photographischen Bildern mittels diazotierter Derivateder Anisidine oder Naphthanisidine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE545486C true DE545486C (de) | 1932-03-01 |
Family
ID=26235328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEG66897D Expired DE545486C (de) | 1925-10-20 | 1926-03-21 | Verfahren zur Herstellung von photographischen Bildern mittels diazotierter Derivateder Anisidine oder Naphthanisidine |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US1751318A (enrdf_load_stackoverflow) |
| BE (2) | BE336886A (enrdf_load_stackoverflow) |
| DE (1) | DE545486C (enrdf_load_stackoverflow) |
| FR (2) | FR616562A (enrdf_load_stackoverflow) |
| GB (2) | GB282894A (enrdf_load_stackoverflow) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE763721C (de) * | 1942-02-19 | 1953-10-05 | Kalle & Co Ag | Lichtempfindliche Schichten |
| US2416021A (en) * | 1944-12-29 | 1947-02-18 | Gen Aniline & Film Corp | Light sensitive diazotype compositions and process |
| BE473113A (enrdf_load_stackoverflow) * | 1946-05-08 | |||
| FR1055783A (fr) * | 1950-03-28 | 1954-02-22 | Matériel et procédé pour l'obtention d'images photographiques sur textiles et matériaux souples | |
| US5451566A (en) * | 1993-11-17 | 1995-09-19 | Zeneca Limited | Herbicidal pyrrolopyridine compounds |
| US10600748B2 (en) | 2016-06-20 | 2020-03-24 | Samsung Electronics Co., Ltd. | Fan-out semiconductor package |
-
0
- BE BE336885D patent/BE336885A/xx unknown
- BE BE336886D patent/BE336886A/xx unknown
-
1925
- 1925-10-20 FR FR616562D patent/FR616562A/fr not_active Expired
- 1925-10-23 FR FR31582D patent/FR31582E/fr not_active Expired
-
1926
- 1926-03-21 DE DEG66897D patent/DE545486C/de not_active Expired
- 1926-09-30 GB GB24191/26A patent/GB282894A/en not_active Expired
- 1926-10-06 GB GB24844/26A patent/GB283274A/en not_active Expired
- 1926-10-14 US US141671A patent/US1751318A/en not_active Expired - Lifetime
- 1926-10-14 US US141670A patent/US1841801A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BE336886A (enrdf_load_stackoverflow) | |
| FR31582E (fr) | 1927-03-17 |
| FR616562A (fr) | 1927-02-04 |
| US1751318A (en) | 1930-03-18 |
| GB282894A (en) | 1927-12-30 |
| BE336885A (enrdf_load_stackoverflow) | |
| US1841801A (en) | 1932-01-19 |
| GB283274A (en) | 1928-01-06 |
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